CH233086A - Process for the preparation of a chromable monoazo dye. - Google Patents

Process for the preparation of a chromable monoazo dye.

Info

Publication number
CH233086A
CH233086A CH233086DA CH233086A CH 233086 A CH233086 A CH 233086A CH 233086D A CH233086D A CH 233086DA CH 233086 A CH233086 A CH 233086A
Authority
CH
Switzerland
Prior art keywords
chromable
preparation
dye
monoazo dye
diazotized
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH233086A publication Critical patent/CH233086A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14—Monoazo compounds
    • C09B45/16—Monoazo compounds containing chromium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

      Verfahren    zur Darstellung eines     ehromierbaren        Monoazofarbstoffes.       Es wurde gefunden, dass man wertvolle       chromierbare        DZonoazofarbstoffe    erhält, wenn  man     diazotierte        2-Aminophenol-6-sulfonsäu-          ren,    die in     4-Stellung    einen     Cycloalkylrest     oder einen     Alkylrest    von 3 bis und mit 8'       Kohlenstoffatomen    enthalten,

   mit     Pyrazolo-          nen    ohne frei Stilfon- und     Carbonsäuregrup-          pen    kuppelt.  



  Gegenstand vorliegenden Zusatzpatentes ist  ein Verfahren zur Herstellung eines     chromier-          baren        Monoazofarbstoffes,    dadurch     gekenn-          zeiehnet,    dass man     diazotierte        2-Amino-4-n-          butyl-phenol-6-sulfonsäure    mit     1-(3'-Chlor-          phenyl)    - 5 -     pyrazolon-3-carbonsäureäthylester     kuppelt.  



  Der neue Farbstoff stellt ein braunes  Pulver dar, dessen Lösung in Wasser gelb  orange, in Schwefelsäure rot gefärbt ist. Er  färbt Wolle beim Behandeln mit Chromsal  zen in blaustichig roten Tönen.    <I>Beispiel:</I>  24,5 Teile     2-Amino-4-n-butylphenol-6-sul-          fonsäure    (aus     4-n-Butylphenol    durch     Sulfo-          nierung,        Nitrierung    und Reduktion erhalten)    werden wie üblich indirekt     diazotiert    und  die     Diazoniumverbindung    mit 26,6 Teilen     1-          (3'-Chlorphenyl)

      - 5     -pyräzolon-3-carbonsäure-          äthylester    in     sodaalkalischer        Lösung    gekup  pelt. Nach beendigter     Farbstoffbildung    wird  der :Farbstoff mit Kochsalz gefällt, isoliert  und getrocknet. Nach dem Einbad- oder       Nachchromierilugsverfahren    färbt er Wolle  in gleichmässigen,     blaustichig    roten Tönen  von guter     uTalk-,        Potting-,    Alkali- und  Lichtechtheit.



      Process for the preparation of an honorable monoazo dye. It has been found that valuable chromable Dzonoazo dyes are obtained if diazotized 2-aminophenol-6-sulfonic acids which contain a cycloalkyl radical or an alkyl radical of 3 to and including 8 'carbon atoms in the 4-position,

   couples with pyrazolones without free stilfon and carboxylic acid groups.



  The subject of the present additional patent is a process for the production of a chromable monoazo dye, characterized in that diazotized 2-amino-4-n-butyl-phenol-6-sulfonic acid with 1- (3'-chlorophenyl) -5 - pyrazolone-3-carboxylic acid ethyl ester couples.



  The new dye is a brown powder, the solution of which is yellow-orange in water and red in sulfuric acid. When treated with chromium salts, it dyes wool in bluish red tones. <I> Example: </I> 24.5 parts of 2-amino-4-n-butylphenol-6-sulfonic acid (obtained from 4-n-butylphenol by sulfonation, nitration and reduction) are diazotized indirectly as usual and the diazonium compound with 26.6 parts of 1- (3'-chlorophenyl)

      - 5 -pyrazolone-3-carboxylic acid ethyl ester in a soda-alkaline solution gekup pelt. When the formation of the dye is complete, the dye is precipitated with sodium chloride, isolated and dried. Using the single bath or chromium plating process, he dyes wool in even, bluish red tones with good uTalk, potting, alkali and lightfastness.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines chromier- baren lllonoazofarbstoffes, dadurch gekenn zeichnet, dass man diazotierte 2-Amino-4-n- butylphenol-6-sulfonsäure mit 1-(3'-Chlor- phenyl)- 5 - pyrazolon-3-carbonsäur eäthylester kuppelt. Der neue Farbstoff stellt ein braunes Pulver dar, dessen Lösung in Wasser gelb orange, in Schwefelsäure rot gefärbt ist. Er färbt Wolle beim Behandeln mit Chromsal zen in blaustichig roten Tönen. PATENT CLAIM: Process for the preparation of a chromable ilonoazo dye, characterized in that diazotized 2-amino-4-n-butylphenol-6-sulfonic acid is mixed with 1- (3'-chlorophenyl) -5-pyrazolone-3-carboxylic acid ethyl ester coupling. The new dye is a brown powder, the solution of which is yellow-orange in water and red in sulfuric acid. When treated with chromium salts, it dyes wool in bluish red tones.
CH233086D 1942-05-16 1942-05-16 Process for the preparation of a chromable monoazo dye. CH233086A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH233086T 1942-05-16
CH230906T 1942-05-16

Publications (1)

Publication Number Publication Date
CH233086A true CH233086A (en) 1944-06-30

Family

ID=25727511

Family Applications (1)

Application Number Title Priority Date Filing Date
CH233086D CH233086A (en) 1942-05-16 1942-05-16 Process for the preparation of a chromable monoazo dye.

Country Status (1)

Country Link
CH (1) CH233086A (en)

Similar Documents

Publication Publication Date Title
CH233086A (en) Process for the preparation of a chromable monoazo dye.
CH233089A (en) Process for the preparation of a chromable monoazo dye.
CH233097A (en) Process for the preparation of a chromable monoazo dye.
CH233094A (en) Process for the preparation of a chromable monoazo dye.
CH233088A (en) Process for the preparation of a chromable monoazo dye.
CH233095A (en) Process for the preparation of a chromable monoazo dye.
CH233091A (en) Process for the preparation of a chromable monoazo dye.
CH233096A (en) Process for the preparation of a chromable monoazo dye.
CH233090A (en) Process for the preparation of a chromable monoazo dye.
CH233092A (en) Process for the preparation of a chromable monoazo dye.
CH233093A (en) Process for the preparation of a chromable monoazo dye.
CH233085A (en) Process for the preparation of a chromable monoazo dye.
CH233087A (en) Process for the preparation of a chromable monoazo dye.
CH230906A (en) Process for the preparation of a chromable monoazo dye.
CH257026A (en) Process for the production of a metallizable azo dye.
CH222693A (en) Process for the preparation of a monoazo dye.
CH302541A (en) Process for the preparation of a metal-containing azo dye.
CH135219A (en) Process for the production of a new chromium-containing dye.
CH167806A (en) Process for the preparation of an azo dye.
CH185674A (en) Process for the preparation of a monoazo dye.
CH282261A (en) Process for the preparation of a monoazo dye.
CH199786A (en) Process for the preparation of a new, water-soluble monoazo dye.
CH220751A (en) Process for the production of a new azo dye.
CH287104A (en) Process for the preparation of a chromium-containing azo dye.
CH231891A (en) Process for the preparation of a monoazo dye.